[18,19,21,22-(13)C4]标记的互隔交链孢酚作为蛋白质磷酸酶抑制剂的核磁共振探针的合成

Synthesis of [18,19,21,22-(13)C4]-labeled tautomycin as an NMR probe of protein phosphatase inhibitor.

作者信息

Isobe Minoru, Kurono Masakuni, Tsuboi Katsunori, Takai Akira

机构信息

Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya 464-8601, Japan.

出版信息

Chem Asian J. 2007 Mar 5;2(3):377-85. doi: 10.1002/asia.200600387.

DOI:10.1002/asia.200600387

PMID:17441173

Abstract

We have accomplished the synthesis of 13C-labeled tautomycin at the C18, C19, C21, and C22 positions starting from 100% [13C]triethylphosphonoacetate for the purpose of elucidating the dynamics and conformation of the C17-C26 moiety. NMR spectroscopy of 13C-labeled tautomycin revealed strong binding with protein phosphatase type 1 and new features in the 13C NMR spectrum, such as the very small three-bond coupling constants (2J).

摘要

为了阐明C17 - C26部分的动力学和构象，我们以100%的[13C]三乙基膦酰基乙酸酯为起始原料，在C18、C19、C21和C22位完成了13C标记的互隔交链孢酚的合成。13C标记的互隔交链孢酚的核磁共振光谱显示其与1型蛋白磷酸酶有强烈结合，并且在13C核磁共振谱中出现了新特征，比如非常小的三键耦合常数（2J）。